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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10796Generated: October 27, 2026

1,1'-Thiocarbonyldiimidazole → 1-(4-Isothiocyanatophenyl)-4-cyclopropylmethylpiperazine

https://huagongshe.com/reaction/10796

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
Reactant4-[4-(Cyclopropylmethyl)piperazin-1-yl]anilineHCID 21958911—
SolventDimethylformamideHCID 6228—
Product1-(4-Isothiocyanatophenyl)-4-cyclopropylmethylpiperazineHCID 21958916—

Reaction Conditions

Temperature-15 °C

Reaction Steps

A solution of 4-[4-(cyclopropylmethyl)-1-piperazinyl]benzenamine (3.7 g, 16 mmol) (from Step B above) in N,N-dimethylformamide (50 mL) was added dropwise over 20 min to a cooled (−15° C.) solution of thiocarbonyldiimidazole (2.87 g, 16.1 mmol) (Aldrich) in N,N-dimethylformamide (25 mL). After the addition was complete, the mixture was stirred at −15° C. for 20 min, then the cooling bath was removed and the solution was stirred for 1 h. Ice-water (1000 mL) was added and the mixture was stirred for 30 min. The solid was filtered off and washed with water and dried under vacuum. (4 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094896B2
Source datasetuspto-grants-2006_08
ORD IDord-604b53f6ab9a40748ebb4ec414303e96
Source noteuspto-grants-2006_08